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4 protocols using diethyl ether ether

1

Synthesis of Multidentate Metal Complexes

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All chemicals and solvents were purchased from Sigma-Aldrich and used without further purification unless otherwise noted. All deuterated solvents were bought from Cambridge Isotopes. Diethyl ether (ether) and methanol (MeOH) were bought from Fisher. Methylene chloride (CH2Cl2) was purchased from Mallinckrodt Baker. 1,8-Bis(2,5-dihydroxybenzyl)-1,4,8,11-tetraazacyclotetradecane (H4qp4), [MnII(H3qp4)](OTf), and [FeII(H3qp4)](OTf) were synthesized and purified as previously described.15,16 (link)
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2

Synthesis of Proline Derivatives

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All materials were used as received. Specifically, 1-methyl-3-pyrrolidinone (97% purity) was purchased from Sigma-Aldrich, FMOC-L-Pro(4-keto)-OH was purchased from Chem-Impex International Inc., and 4-oxo-L-proline hydrobromide (90% purity) was purchased from Alfa Aesar. In addition, methanol (MeOH), acetonitrile (ACN), dimethyl formamide (DMF) and dimethyl sulfoxide (DMSO) were purchased from Acros Organics, hexanes and diethyl ether (Ether) were purchased from Fisher Scientific, and deuterium oxide (D2O; 99.96% purity) was purchased from Cambridge Isotope Laboratories.
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3

Synthesis of Multidentate Metal Complexes

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All chemicals and solvents were purchased from Sigma-Aldrich and used without further purification unless otherwise noted. All deuterated solvents were bought from Cambridge Isotopes. Diethyl ether (ether) and methanol (MeOH) were bought from Fisher. Methylene chloride (CH2Cl2) was purchased from Mallinckrodt Baker. 1,8-Bis(2,5-dihydroxybenzyl)-1,4,8,11-tetraazacyclotetradecane (H4qp4), [MnII(H3qp4)](OTf), and [FeII(H3qp4)](OTf) were synthesized and purified as previously described.15,16 (link)
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4

Synthesis and Characterization of Manganese Complexes

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All chemicals and solvents were purchased from Sigma-Aldrich and used as received unless otherwise noted. All deuterated solvents were bought from Cambridge Isotopes. Diethyl ether (ether) and methanol (MeOH) were bought from Fisher. Methylene chloride (CH2Cl2) was purchased from Mallinckrodt Baker. N-(2,5-Dihydroxybenzyl)-N,N′,N′-tris(2-pyridinylmethyl)-1,2-ethanediamine (H2qp1), N,N′-bis(2,5-dihydroxybenzyl)-N,N′-bis(2-pyridinylmethyl)-1,2-ethanediamine (H4qp2), [Mn(H2qp1)(MeCN)](OTf)2 (2), and [Mn(H4qp2)Br2] (3) were prepared through previously described procedures.23,24 (link)
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